In vitro metabolism of copalic and kaurenoic acids in rat and human liver microsomes

Detalhes bibliográficos
Autor(a) principal: Mauro, Mariana [UNESP]
Data de Publicação: 2021
Outros Autores: da Silva, Rodrigo Moreira, de Campos, Michel Leandro, Bauermeister, Anelize, Lopes, Norberto Peporine, de Moraes, Natalia Valadares
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.21577/0100-4042.20170724
http://hdl.handle.net/11449/229388
Resumo: Copalic (CA) and kaurenoic (KA) acids are the main diterpenes found in the oleoresin extracted from the copaiba tree (Copaifera sp). This study aimed to characterize the metabolism of CA and KA in rat and human liver microsomes using liquid chromatography with tandem mass spectrometry (LC-MS/MS). The in vitro assays showed deviations from the Michaelian kinetics in the metabolism of CA and KA. Putative metabolites of CA and KA were characterized by LC-MS/MS using electrospray ionization (ESI) with time of flight (LC-ESI-TOF) and ion-trap (LC-ESI-IT) systems and identified as a CA isomer and 16,17-dihydroxy-kaurenoic acid, respectively. CA and KA are subject to extensive metabolism with each passage through the liver with extraction ratios (E) estimated as 0.97 and 0.99, respectively. In conclusion, the kinetic parameters and metabolites described here might support drug development and the traditional use.
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spelling In vitro metabolism of copalic and kaurenoic acids in rat and human liver microsomesCopaifera spCopalic acidKaurenoic acidLiver microsomesMetabolismCopalic (CA) and kaurenoic (KA) acids are the main diterpenes found in the oleoresin extracted from the copaiba tree (Copaifera sp). This study aimed to characterize the metabolism of CA and KA in rat and human liver microsomes using liquid chromatography with tandem mass spectrometry (LC-MS/MS). The in vitro assays showed deviations from the Michaelian kinetics in the metabolism of CA and KA. Putative metabolites of CA and KA were characterized by LC-MS/MS using electrospray ionization (ESI) with time of flight (LC-ESI-TOF) and ion-trap (LC-ESI-IT) systems and identified as a CA isomer and 16,17-dihydroxy-kaurenoic acid, respectively. CA and KA are subject to extensive metabolism with each passage through the liver with extraction ratios (E) estimated as 0.97 and 0.99, respectively. In conclusion, the kinetic parameters and metabolites described here might support drug development and the traditional use.Departamento de Fármacos e Medicamentos Faculdade de Ciências Farmacêuticas Universidade Estadual PaulistaDepartamento de Física e Química Faculdade de Ciências Farmacêuticas de Ribeirão Preto Universidade de São Paulo, SPInstituto de Ciências da Saúde Universidade Federal de Mato GrossoDepartamento de Fármacos e Medicamentos Faculdade de Ciências Farmacêuticas Universidade Estadual PaulistaUniversidade Estadual Paulista (UNESP)Universidade de São Paulo (USP)Universidade Federal de Mato GrossoMauro, Mariana [UNESP]da Silva, Rodrigo Moreirade Campos, Michel LeandroBauermeister, AnelizeLopes, Norberto Peporinede Moraes, Natalia Valadares2022-04-29T08:32:13Z2022-04-29T08:32:13Z2021-01-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article700-708http://dx.doi.org/10.21577/0100-4042.20170724Quimica Nova, v. 44, n. 6, p. 700-708, 2021.1678-70640100-4042http://hdl.handle.net/11449/22938810.21577/0100-4042.201707242-s2.0-85113335862Scopusreponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengQuimica Novainfo:eu-repo/semantics/openAccess2024-06-24T13:46:24Zoai:repositorio.unesp.br:11449/229388Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T22:43:53.095923Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv In vitro metabolism of copalic and kaurenoic acids in rat and human liver microsomes
title In vitro metabolism of copalic and kaurenoic acids in rat and human liver microsomes
spellingShingle In vitro metabolism of copalic and kaurenoic acids in rat and human liver microsomes
Mauro, Mariana [UNESP]
Copaifera sp
Copalic acid
Kaurenoic acid
Liver microsomes
Metabolism
title_short In vitro metabolism of copalic and kaurenoic acids in rat and human liver microsomes
title_full In vitro metabolism of copalic and kaurenoic acids in rat and human liver microsomes
title_fullStr In vitro metabolism of copalic and kaurenoic acids in rat and human liver microsomes
title_full_unstemmed In vitro metabolism of copalic and kaurenoic acids in rat and human liver microsomes
title_sort In vitro metabolism of copalic and kaurenoic acids in rat and human liver microsomes
author Mauro, Mariana [UNESP]
author_facet Mauro, Mariana [UNESP]
da Silva, Rodrigo Moreira
de Campos, Michel Leandro
Bauermeister, Anelize
Lopes, Norberto Peporine
de Moraes, Natalia Valadares
author_role author
author2 da Silva, Rodrigo Moreira
de Campos, Michel Leandro
Bauermeister, Anelize
Lopes, Norberto Peporine
de Moraes, Natalia Valadares
author2_role author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (UNESP)
Universidade de São Paulo (USP)
Universidade Federal de Mato Grosso
dc.contributor.author.fl_str_mv Mauro, Mariana [UNESP]
da Silva, Rodrigo Moreira
de Campos, Michel Leandro
Bauermeister, Anelize
Lopes, Norberto Peporine
de Moraes, Natalia Valadares
dc.subject.por.fl_str_mv Copaifera sp
Copalic acid
Kaurenoic acid
Liver microsomes
Metabolism
topic Copaifera sp
Copalic acid
Kaurenoic acid
Liver microsomes
Metabolism
description Copalic (CA) and kaurenoic (KA) acids are the main diterpenes found in the oleoresin extracted from the copaiba tree (Copaifera sp). This study aimed to characterize the metabolism of CA and KA in rat and human liver microsomes using liquid chromatography with tandem mass spectrometry (LC-MS/MS). The in vitro assays showed deviations from the Michaelian kinetics in the metabolism of CA and KA. Putative metabolites of CA and KA were characterized by LC-MS/MS using electrospray ionization (ESI) with time of flight (LC-ESI-TOF) and ion-trap (LC-ESI-IT) systems and identified as a CA isomer and 16,17-dihydroxy-kaurenoic acid, respectively. CA and KA are subject to extensive metabolism with each passage through the liver with extraction ratios (E) estimated as 0.97 and 0.99, respectively. In conclusion, the kinetic parameters and metabolites described here might support drug development and the traditional use.
publishDate 2021
dc.date.none.fl_str_mv 2021-01-01
2022-04-29T08:32:13Z
2022-04-29T08:32:13Z
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.21577/0100-4042.20170724
Quimica Nova, v. 44, n. 6, p. 700-708, 2021.
1678-7064
0100-4042
http://hdl.handle.net/11449/229388
10.21577/0100-4042.20170724
2-s2.0-85113335862
url http://dx.doi.org/10.21577/0100-4042.20170724
http://hdl.handle.net/11449/229388
identifier_str_mv Quimica Nova, v. 44, n. 6, p. 700-708, 2021.
1678-7064
0100-4042
10.21577/0100-4042.20170724
2-s2.0-85113335862
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Quimica Nova
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 700-708
dc.source.none.fl_str_mv Scopus
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
_version_ 1808129456044244992

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